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Trendy Shoes to Flex All Season Long

Hot Picks for Your Main Character Moment

Step into your spotlight with trendy shoes that make every outfit pop. From sun-soaked hangs to formal soirées, Windsor’s summer shoe collection is stacked with heels, sandals, boots, booties, and more—basically, every style you need to go from “getting ready” to “it girl energy” in a snap. Whether you’re that always-put-together friend, the spontaneous social butterfly, or somewhere in between, your next obsession starts here.

Dress Heels That *Do the Most*

This season’s edit? Total main character. Lace-up heels with 3D butterfly and flower details bring flirty vibes, while rhinestone-covered stilettos turn heads from every angle. For weddings or big event energy, dress heels in metallic finishes and platforms with trendy hardware give instant glam. Bridesmaid heels and wedding dress shoes stun in sleek satins, mesh, or glittery faux leather—and they’re all made with Windsor’s comfort-first insoles so your feet feel as good as you look.

Everyday Shoes with Main-Character Energy

On casual days, keep your cool in mules, flats, or low-block heels that go with everything from joggers to jean shorts. Into a bold boot moment year-round? We got you. Knee-high boots, cowgirl boots, and lug sole boots bring that unexpected edge to your festival ‘fit or rooftop vibe. And yes, they come in everything from classic neutrals to dopamine-bright colors made for selfies.

The Details That Make a Difference

With almond, square, pointy, peep toe, and open-toe styles, there’s a toe shape for every mood. Adjustable straps, metallic sheens, and textures like patent faux leather and all-over rhinestones make it easy to build your look from the feet up. And because we know you’ve got places to be (and pics to post), most styles come in multiple heel heights so you can slay your day—comfortably.

Trendy Shoes = Your New Summer Flex

Scroll less and slay more with Windsor’s must-have summer shoes. These trendy shoes are ready to upgrade your rotation, one click, tap, or store trip at a time.

What Shoes Can I Wear With Jeans?

Honestly? Anything from Windsor. Pair your straight-leg denim with block heels or heeled mules for that low-effort, high-style vibe. Craving something cooler for cropped jeans? Try pointed-toe stilettos or trendy neutral-toned booties to elevate your look.

For casual slays, strappy sandals or flats are perfect for brunch or running errands with style. Want to dress up your fav dark-wash jeans? Go for a glitter heel, bold platform, or clear mule—you’ll be out the door and dressed to impress in seconds.

What Shoes Can I Wear With Jeans?

The best shoes to wear with jeans depend on your denim style, wash, and overall look. Black ankle boots or heeled mules pair effortlessly with straight-leg jeans for a sleek, polished vibe. For cropped denim, opt for pointed-toe heels, strappy mules, or neutral-toned boots to elevate your outfit for work or date night.

Keeping it casual? A stylish yet comfortable sandal adds an effortless edge to your everyday look. If you're dressing up dark-wash jeans with a bustier or statement-sleeve top, go for trendy clear mules or block heels that are easy to wear for hours.

  • Ultimate Glamour Gemstone Spiral Block Heels

    Showcase ultimate glamour that will make for a red-carpet moment in these sparkling gemstone spiral block heels! They feature an open almond toe, a toe strap, a spiral strap that wraps around the leg, round rhinestone embellishments and hanging teardrop gemstones on the straps, and a block heel. The faux leather material has a fabulous metallic sheen. Style with a glitzy clutch!

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, spiral strap, wrap-around design
    • Round rhinestone embellishments, hanging teardrop-shaped gemstones
    • Open back
    • Block heel
    • Faux leather material, metallic sheen
    • Runs true to size

    Style Number/Barcode: 07401-4382

    Category Name: Women’s Shoes

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater. 

    Fit & Features

    • Ankle-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1647

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Time To Glam Rhinestone Strap Mules

    It's time to glam up your dressy looks with these chic and sparkly rhinestone strap mules. They feature an open square toe, dual thin straps with baguette-shaped rhinestone embellishments, an open back for easy on-and-off styling, and a sturdy block heel. Pair with an envelope clutch.

    Fit & Features

    • Open square-shaped toe
    • Dual thin straps
    • Baguette-shaped rhinestone embellishments
    • Open back
    • Block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4511

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Upgrade Rhinestone Strappy Heels

    Make a glamorous upgrade with these patent leather heels at your next semi-formal or special occasion! They feature a sleek square toe, six rhinestone embellished toe straps, a lightly cushioned footbed, a platform sole and block heel. Complete the look with a statement ring set.

    Fit & Features

    • Square toe
    • Six rhinestone embellished toe straps
    • Slightly cushioned footbed
    • Platform sole
    • Block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4512

    Category Name: Women’s Shoes

    Price: $12.96 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Chunky Platform Block Heels

    These sleek patent faux leather platform block heels will have you strutting in style! They feature an open almond-shaped toe with a wide toe strap, thin adjustable ankle and heel straps, a chunky platform sole, and an ultra-tall block heel. Pair with a sparkly rhinestone clutch for a night out.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle and heel straps
    • Circular buckle, metal grommet details
    • Chunky platform sole, ultra-tall block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4325

    Category Name: Women’s Shoes

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amp Up The Charm Satin Bow Stiletto Heels

    Amp up the charm with these satin stiletto pumps to elevate your outfit of the night! They feature a sleek closed pointed-toe with a glam rhinestone and satin layered bow with a floral gemstone center, a stiletto heel, and a rhinestone-embellished wrap adjustable ankle strap with buckle closure. Complete the look with a chic clutch for a wedding or dressy cocktail party!

    Fit & Features

    • Closed pointed toe
    • Rhinestone and satin layered bow, floral gemstone center
    • Stiletto heel
    • Rhinestone-embellished wrap adjustable ankle strap
    • Buckle closure
    • Satin material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4353

    Category Name: Women’s Shoes

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

  • Chic Update Strappy Block Heels

    These of-the-moment strappy block heels will be a chic update to your basic pair! They feature an open square toe, a thin toe strap, thin thong straps, a heel strap, an adjustable ankle strap, and a sturdy block heel. The faux leather heels feature a subtle cushioned insole for comfortable wear. Style with a cute handbag.

    Fit & Features

    • Open square-shaped toe
    • Thin toe strap, thin thong straps
    • Heel strap, adjustable ankle strap, buckle detail
    • Block heel
    • Faux leather material
    • Subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4526

    Category Name: Women’s Shoes

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

  • Shining Star Glitter Platform Block Heels

    Strut like a star in these shining glitter mesh heels perfect for birthdays or dressy occasions! They feature a square toe, a thin toe strap, a chunky platform sole, an adjustable ankle strap with buckle closure, and a block heel. Complete the look with a fab party dress.

    Fit & Features

    • Square toe
    • Thin toe strap
    • Chunky platform sole
    • Block heel
    • Adjustable ankle strap, buckle closure
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4439

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Crossing Rhinestone Stiletto Heels

    Everyone will make way for your sparkle to cross in these rhinestone heels! Perfect for parties to formal occasions, they feature a round toe, crisscross rhinestone-embellished toe straps, a rhinestone platform sole and stiletto heel, and an adjustable rhinestone ankle strap with buckle closure. Complete the look with fringe earrings and a clutch.

    Fit & Features

    • Round toe
    • Crisscross rhinestone-embellished toe straps
    • Rhinestone platform sole and stiletto heel
    • Adjustable rhinestone ankle strap, buckle closure
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-4307

    Category Name: Women’s Shoes

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Steps Satin Rhinestone Brooch Block Heels

    Perfect for the ceremony to receptions and other special occasions. These satin heels will make every step look glam! Featuring a square toe, a wide toe strap with a lovely rhinestone brooch, a low block heel, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with an embellished clutch.

    Fit & Features

    • Square toe
    • Wide toe strap, rhinestone brooch
    • Low block heel
    • Closed ankle
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4496

    Category Name: Women’s Shoes

    Price: $12.96 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stepping Out Nubuck Strappy Block Heels

    Step out with a look you'll love with these nubuck block heels to take you from a daytime outing to date night! They feature a sleek square toe, strappy thong-style toe, a faux leather footbed, a short block heel, and an adjustable ankle wrap strap with buckle closure. Complete the look with a chic handbag.

    Fit & Features

    • Square toe
    • Strappy thong-style toe 
    • Faux leather footbed
    • Short block heel
    • Adjustable ankle wrap strap, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4525

    Category Name: Women’s Shoes

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • Cool-Girl Glam Rhinestone Clear Strap Stiletto Heels

    Give off cool-girl glam vibes with these on-trend stiletto heels. They feature an open almond toe, an asymmetric strappy design with a clear PVC accent and a sparkling rhinestone trim starting at the toe leading to the heel, and a short stiletto heel. Style with a metallic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Asymmetric strappy design, clear PVC accent, toe strap, heel strap
    • Rhinestone embellished trim
    • Short stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4302

    Category Name: Women’s Shoes

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Chic Perfection Rhinestone Bow Satin Pumps

    These stunning rhinestone bow satin pumps are total chic perfection! They feature a closed pointed toe, a rhinestone trim and a double rhinestone bow accent, thin adjustable ankle and heel straps with rhinestone embellishments, a criss-cross back strap design, and a stiletto heel. Style with a rhinestone fringe clutch for your next fancy affair. 

    Fit & Features

    • Closed pointed toe
    • Rhinestone trim, double rhinestone bow accent
    • Thin adjustable ankle and heel straps, rhinestone embellishments, buckle detail
    • Criss-cross back strap design
    • Stiletto heel
    • Satin exterior, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4521

    Category Name: Women’s Shoes

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Encounter Rhinestone Strappy Stiletto Heels

    Make it a chic encounter at your next fancy affair in these rhinestone strappy stiletto heels! They feature an open square toe, a thin strappy design across the foot with a center knot detail, an adjustable ankle strap, sparkling rhinestone embellishments on the straps, and a sleek stiletto heel. The patent faux leather material will give off a stylish sheen. Pair with rhinestone fringe earrings. 

    Fit & Features

    • Open square-shaped toe
    • Thin strappy design, center knot detail
    • Adjustable ankle strap, buckle detail
    • Rhinestone embellishments
    • Stiletto heel
    • Patent faux leather material, faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4510

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorful Steps Metallic Chunky Block Heels

    Have the most colorful steps in these metallic block heels for parties and celebrations! They feature a square toe, a three toe strap, platform sole, and an adjustable ankle strap with buckle closure, Complete the look with a clutch.

    Fit & Features

    • Square toe
    • Three toe strap design
    • Platform sole
    • Chunky block heel
    • Adjustable ankle strap, buckle closure
    • Colored metallic material
    • Runs true to size

    Style Number/Barcode: 07401-4493

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Criss Cross And Tell Platform Block Heels

    Got a secret? Well, you won't be able to keep these faux leather heels under the radar! they feature a square toe, wide crisscross toe straps, a chunky platform sole, a block heel, and a thin wrap-around ankle strap with buckle closure. Complete the look with a sundress for a backyard party!

    Fit & Features

    • Square toe
    • Wide crisscross toe straps
    • Chunky platform sole
    • Block heel
    • Wrap-around ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4292

    Category Name: Women’s Shoes

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

  • Fresh Glam Rhinestone Low-Block Heels

    These comfortable rhinestone low-block heels will give you a fresh glam look! They feature an open square toe, a thin strappy design with sparkling rhinestone embellishments, a thin adjustable heel strap, and a low block heel. Style with rhinestone hair clips for homecoming or a birthday party!

    Fit & Features

    • Open square-shaped toe
    • Thin strappy design
    • Rhinestone embellishments
    • Thin adjustable heel strap, buckle detail
    • Low block heel
    • Faux leather material, slight cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4507

    Category Name: Women’s Shoes

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Sparkle Rhinestone Low-Heel Mules

    Step out in sparkly glamour with these rhinestone low-heel mules! They feature an open square toe, dual thin banded straps and a thin asymmetric strap with rhinestone embellishments, an open back for easy on-and-off wear, and a low thin block heel. Style with a satin midi dress for a cocktail party. 

    Fit & Features

    • Open square-shaped toe
    • Dual thin banded straps, thin asymmetric strap
    • Rhinestone embellishments
    • Open back
    • Low thin block heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4501

    Category Name: Women’s Shoes

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clearly The Vibe Rhinestone Bow Lucite Mules

    These trendy rhinestone bow lucite mules are clearly the vibe for glamming up your look! They feature an open square toe, a wide clear PVC strap with a sparkling rhinestone bow accent, an open back for easy on-and-off wear, and a clear lucite thin block heel. Style with a metallic clutch!

    Fit & Features

    • Open square-shaped toe
    • Wide clear PVC strap
    • Rhinestone bow accent
    • Open back, slightly cushioned insole
    • Clear lucite thin block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4287

    Category Name: Women’s Shoes

    Price: $36.90

    Availability: Out of Stock

  • Treat Myself Statement Bow Block Heels

    Treat yourself to these faux leather block heels to add a sweet style to your look! They feature a square toe, a statement bow toe strap, and a wrap-around adjustable ankle strap with buckle closure. Complete the look with a gorgeous mini handbag for a wedding or dressy event!

    Fit & Features

    • Square toe
    • Statement bow toe strap
    • Wrap-around adjustable ankle strap, buckle closure
    • Slightly cushioned footbed
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4354

    Category Name: Women’s Shoes

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Always Bold Patent Lace-Up Block Heels

    These bold block heels have a timeless silhouette that will have you looking chic and sophisticated with every step. Crafted from patent leather material, the square toe block heel features lace-up and strappy elements to elevate every outfit. Complete the look with an embellished clutch for an art gallery opening or cocktail mixer!

    Fit & Features

    • Square toe
    • Strappy toe design
    • Lace-up ankle with tie closure
    • Thin block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4488

    Category Name: Women’s Shoes

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Fly Away Butterfly Applique Spiral Strap Heels

    Create an enchanting and ethereal look with these pretty spiral strap heels! They feature an open almond toe with dual thin straps, a thin spiral strap design that wraps around the heel and leg, mini rhinestone embellishments on the straps, multi-colored organza butterfly applique accents, an open back, and a thin stiletto heel. Style with a short skater dress for the perfect party look!

    Fit & Features

    • Open almond-shaped toe, dual thin straps
    • Thin spiral strap design, wraps around the heel and leg
    • Mini rhinestone embellishments
    • Multi-colored organza butterfly applique accents
    • Open back, stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4387

    Category Name: Women’s Shoes

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About The Bling Gemstone Metallic Heels

    For you, it's all about the bling! These gemstone metallic heels are the perfect pick for your next GNO. They feature an open square toe with a strap, thin adjustable ankle and heel straps with small gemstone embellishments, a block heel with chunky baguette-shaped gemstone embellishments, and a glam metallic sheen on the faux leather material. Style with a rhinestone clutch.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Thin adjustable ankle and heel straps, gemstone accents, buckle detail
    • Block heel, chunky baguette gemstone embellishments
    • Slightly cushioned insole
    • Metallic sheen
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4385

    Category Name: Women’s Shoes

    Price: $10.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Shine Glitter Platform Heels

    It will be your time to shine in these glitzy and glamorous glitter platform heels! They feature an open round peep toe with a wide banded toe strap, thin adjustable ankle and heel straps, a platform sole, and a tall thick block heel for a dramatic vibe. The heels feature a glitter mesh exterior and a faux leather subtle cushioned insole. Style with a metallic clutch. 

    Fit & Features

    • Open round peep toe
    • Wide banded toe strap
    • Thin adjustable ankle and heel straps, buckle detail
    • Platform sole, tall thick block heel
    • Glitter mesh material
    • Faux leather subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4462

    Category Name: Women’s Shoes

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale